HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide → 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide | HCID 9928577 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine | HCID 18505438 | 99.6% |
Reaction Steps
To a solution of 3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide (60 mg, 0.17 mmol) in DMF (1 mL) was added a small amount of 10% palladium-carbon, and the whole was stirred at room temperature for 1 day under hydrogen atmosphere. The palladium-carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1) to obtain 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine (60 mg, 99.6%) as pale red solids. 1H-NMR(CDCl3): δ 3.27(s, 3H), 3.34(s, 3H), 4.76(s, 2H) 6.58-7.32(m, 10H), 7.72(br s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06589977B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-77d30a2480ab4b6e9b31696c0c50f4e8 |
| Source note | uspto-grants-2003_07 |